Crepenynic acid

Details

• Internal ID: 3c2c18a9-a8fe-40a7-b5e6-163a9eca0fc6
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Long-chain fatty acids
• IUPAC Name: (Z)-octadec-9-en-12-ynoic acid
• SMILES (Canonical): CCCCCC#CCC=CCCCCCCCC(=O)O
• SMILES (Isomeric): CCCCCC#CC/C=C\CCCCCCCC(=O)O
• InChI: InChI=1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-5,8,11-17H2,1H3,(H,19,20)/b10-9-
• InChI Key: SAOSKFBYQJLQOS-KTKRTIGZSA-N
• Popularity: 19 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₃₀O₂
• Molecular Weight: 278.40 g/mol
• Exact Mass: 278.224580195 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 6.30
• Atomic LogP (AlogP): 5.33
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 12

Synonyms

• (Z)-octadec-9-en-12-ynoic acid
• 9Z-Octadecen-12-ynoic acid
• (Z)-9-Octadecen-12-ynoic acid
• (9Z)-octadec-9-en-12-ynoic acid
• cis-9-Octadecen-12-ynoic acid
• Crepenynsaeure
• Crepeninic acid
• 9(Z)-OCTADECEN-12-YNOIC ACID
• SCHEMBL41374
• CHEBI:16423
• DTXSID201305279
• (9Z)-9-Octadecen-12-ynoic acid
• cis-Octadec-9-en-12-in-1-saeure
• 9c12a-18:2
• LMFA01030742
• C07289
• Q2823249

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9932	99.32%
Caco-2	+	0.6199	61.99%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Plasma membrane	0.5282	52.82%
OATP2B1 inhibitior	-	0.8514	85.14%
OATP1B1 inhibitior	-	0.3371	33.71%
OATP1B3 inhibitior	-	0.4815	48.15%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7255	72.55%
P-glycoprotein inhibitior	-	0.8804	88.04%
P-glycoprotein substrate	-	0.8918	89.18%
CYP3A4 substrate	-	0.5639	56.39%
CYP2C9 substrate	+	0.6230	62.30%
CYP2D6 substrate	-	0.8752	87.52%
CYP3A4 inhibition	-	0.8535	85.35%
CYP2C9 inhibition	-	0.8135	81.35%
CYP2C19 inhibition	-	0.9075	90.75%
CYP2D6 inhibition	-	0.9464	94.64%
CYP1A2 inhibition	+	0.9240	92.40%
CYP2C8 inhibition	-	0.6726	67.26%
CYP inhibitory promiscuity	-	0.8870	88.70%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6735	67.35%
Carcinogenicity (trinary)	Non-required	0.6742	67.42%
Eye corrosion	+	0.9113	91.13%
Eye irritation	+	0.7107	71.07%
Skin irritation	+	0.8092	80.92%
Skin corrosion	+	0.6451	64.51%
Ames mutagenesis	-	0.9800	98.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6417	64.17%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	+	0.8791	87.91%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	-	0.7892	78.92%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.6164	61.64%
Acute Oral Toxicity (c)	IV	0.6401	64.01%
Estrogen receptor binding	-	0.6655	66.55%
Androgen receptor binding	-	0.7557	75.57%
Thyroid receptor binding	+	0.5833	58.33%
Glucocorticoid receptor binding	-	0.8000	80.00%
Aromatase binding	-	0.7531	75.31%
PPAR gamma	+	0.8241	82.41%
Honey bee toxicity	-	0.9840	98.40%
Biodegradation	+	0.6500	65.00%
Crustacea aquatic toxicity	+	0.8400	84.00%
Fish aquatic toxicity	+	0.9753	97.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	98.13%	99.17%
CHEMBL230	P35354	Cyclooxygenase-2	97.68%	89.63%
CHEMBL2581	P07339	Cathepsin D	95.96%	98.95%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	95.18%	92.08%
CHEMBL221	P23219	Cyclooxygenase-1	94.34%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.58%	96.09%
CHEMBL1781	P11387	DNA topoisomerase I	93.50%	97.00%
CHEMBL5285	Q99683	Mitogen-activated protein kinase kinase kinase 5	85.34%	92.26%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.99%	96.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.25%	93.56%

Plants that contains it

• Afzelia quanzensis
• Chrysanthemum zawadzkii
• Crepis foetida
• Ixora chinensis
• Leiocarpa brevicompta

Cross-Links

• PubChem: 5281024
• LOTUS: LTS0052336
• wikiData: Q2823249